Carbamoylsilanes from the in situ metalation-silylation of a formamide

被引：15

作者：

Cunico, RF ^{[1
]}

机构：

[1] No Illinois Univ, Dept Chem & Biochem, De Kalb, IL 60115 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 08期

关键词：

metalation-silylation; carbamoylsilanes; carbamoyllithium; silyl group exchange;

D O I：

10.1016/S0040-4039(00)02275-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In situ treatment (-78 degreesC) of N-methoxymethyl-N-methylformamide and chlorotrimethylsilane with LDA affords synthetically useful yields of the carbamoylsilane. The latter undergoes silyl group exchange at 145 degreesC in the presence of a chlorosilane and CsF. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：1423 / 1425

页数：3

共 13 条

[1] DEOXYGENATION OF ISOCYANATES TO ISONITRILES - A MECHANISTIC STUDY BY NUCLEAR MAGNETIC-RESONANCE
BALDWIN, JE
DEROME, AE
RIORDAN, PD
[J]. TETRAHEDRON, 1983, 39 (18) : 2989 - 2994
[2] (DIMETHYLCARBAMOYL)LITHIUM FROM DIMETHYLFORMAMIDE AND LITHIUM DIISOPROPYLAMIDE - SYNTHESIS OF ALPHA-HYDROXY N,N-DIMETHYLCARBOXYAMIDES
BANHIDAI, B
SCHOLLKOPF, U
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1973, 12 (10) : 836 - 837
[3] BECU C, 1987, B SOC CHIM BELG, V96, P115
[4] On the metalation-silylation of 1,3,5-trioxane
Cunico, RF
[J]. SYNTHETIC COMMUNICATIONS, 2000, 30 (03) : 433 - 436
[5] GENERATION OF DI-ISOPROPYLCARBAMOYL-LITHIUM FROM NN-DI-ISOPROPYLFORMAMIDE AND TETRA-BUTYL-LITHIUM - SYNTHESES OF ALPHA-HYDROXY-AMIDES AND ALPHA-OXO-AMIDES
FLETCHER, AS
SMITH, K
SWAMINATHAN, K
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1977, (16): : 1881 - 1883
[6] DIRECT FORMATION OF CARBONYL ANION OF DIISOPROPYL FORMAMIDE
FRASER, RR
HUBERT, PR
[J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1974, 52 (01): : 185 - 187
[7] ORGANIC-SYNTHESIS WITH CARBON-MONOXIDE - THE SYNTHESIS OF CARBAMOYLSTANNANES AND AROMATIC CARBAMOYLATION
LINDSAY, CM
WIDDOWSON, DA
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1988, (03): : 569 - 573
[8] THE REACTION OF CARBAMOYLCOPPER WITH A SILYL CHLORIDE TO GIVE A CARBAMOYLSILANE
ORITA, A
OHE, K
MURAI, S
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1994, 474 (1-2) : 23 - 25
[9] REACTION OF LITHIUM SILYLAMIDES WITH CARBON-MONOXIDE LEADING TO CARBAMOYLSILANES
ORITA, A
OHE, K
MURAI, S
[J]. ORGANOMETALLICS, 1994, 13 (04) : 1533 - 1536
[10] PEDDLE GJD, 1969, CHEM COMMUN, P462

← 1 2 →